Yes ... he won the 2003 AL Cy Young Award with the Blue Jays and the 2010 NL Cy Young Award with the Phillies.
The only rookie pitcher to win the Cy Young award was Fernando Valenzuela in 1981. He was also named Rookie of the Year.
The Cy Young Award was established in 1956 to recognize the "best pitcher" in the Major Leagues. The first Cy Yound Award winner was Don Newcombe of the Brooklyn Dodgers, who was also the first "black" player to win the award.
He never won the Award
Cy Young Award was created in 1956.
The last pitcher for the White Sox to win the Cy Young Award was Jack McDowell in 1993. Other pitchers from the White Sox to have won the Cy Young Award are LaMarr Hoyt in 1983 and Early Wynn in 1959.
Greg Maddux was the last Chicago Cub to win the Cy Young Award in 1992.
Jim Lonborg Was the first Boston Red Sox pitcher to win the Cy Young Award. Lonborg won the award in 1967, the first year that the award was given out in both leagues.
Ryan never won the Award.